US2550211A - Aqueous emulsion and a process of making it - Google Patents
Aqueous emulsion and a process of making it Download PDFInfo
- Publication number
- US2550211A US2550211A US1906A US190648A US2550211A US 2550211 A US2550211 A US 2550211A US 1906 A US1906 A US 1906A US 190648 A US190648 A US 190648A US 2550211 A US2550211 A US 2550211A
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- Prior art keywords
- water
- cellulose
- methyl
- soluble
- emulsion
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Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
- A23D7/003—Compositions other than spreads
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/017—Mixtures of compounds
- C09K23/018—Mixtures of two or more different organic oxygen-containing compounds
Definitions
- the present invention relates to improvements in the production of aqueous emulsions of the kind wherein the aqueous phase constitutes the dispersion medium and the disperse phase comprises a water insoluble aliphatic substance of long chain molecular structure, if desired or necessary in solution in a water insoluble organic solvent.
- the disperse phase may accordingly comprise an oil of long chain aliphatic hydrocarbon or ester structure or a fat, or a wax of said structure, dissolved in a water insoluble organic solvent.
- the invention is, however, also applicable to the production of dispersions resulting from the cooling and storage of emulsions made in accordance with the invention at raised temperatures with molten fats and Waxes of suitably low melting characteristics e. g. tallow lard or margarine fats, in which dispersions the disperse phase 'is in more or less completely solid state.
- the water soluble methyl ethers of cellulosic compounds e. g. water-soluble methyl cellulose, methyl ethyl celluloses and methyl hydroxyethyl celluloses are soluble in cold water and are precipitated from solution in water at more or less raised temperatures, but it is known that in aqueous solution they are excellent emulsifying agents for oils and fats and have found employment for this purpose. Their stable nature, freedom from colour and odour, and non-toxic properties render them especially desirable for use in the production of emulsions for medicinal and alimentary purposes.
- the water soluble methyl ethers of cellulosic compounds are in general of fairly low viscosity characteristics, and in order to avoid the introduction of substantial frothing it is usually desirable to employ aqueous solutions of not less than about concentration of the methyl ether of the cellulosic compound.
- the water-soluble alkali metal salts of carboxy methyl cellulose are also odourless non-toxic substances and are soluble in water up to the boiling point. They are however poor emulsifying agents for substances of aliphatic long chain molecular structure, and the fact that they are salts of organic acids to some extent renders their solutions liable to change in properties with pH.
- the process for the production of aqueous emulsions of the kind wherein the aqueous phase constitutes the dispersion medium and the disperse phase comprises a water-insoluble aliphatic substance of long chain molecular structure comprises employing as the emulsifying agent a minor proportion of a water-soluble methyl ether of a cellulosic compound in a concentration insufiicient of itself to give effective emulsification of the said water-insoluble aliphatic substance and a major proportion of a water-soluble alkali metal salt of carboxy-methyl cellulose having substantially higher viscosity characteristics than said methyl ether.
- the viscosity of the water soluble sodium salt of carboxymethyl cellulose in 1% solution at 20 C. may advantageously be about 50 to or more centipoises.
- the proportion by weight of alkali metal salt of carboxymethyl cellulose to the methyl ether of the cellulosic compound may advantageously be about 3 to 1.
- the actual concentrations of the two cellulose ethers employed to make the emulsion may vary somewhat, but usually it will be possible to employ solutions having a total cellulose ether content below 5%.
- emulsions it is often possible to form the emulsion without the use of any special homogenisation apparatus, e. g. by simple high speed stirring. According to the invention, it is often possible to obtain emulsions less liable to creaming than when the emulsion is made with a methyl ether of a cellulosic compound alone, at the same total cellulose ether concentration.
- water-soluble methyl ether of a cellulosic compound is included a water-soluble methyl ethyl ether of cellulose, a water-soluble methyl ether of cellulose, and a water-soluble methyl hydroxy ethyl ether of cellulose.
- the water-soluble methyl ether of a cellulosic compound is a water-soluble methyl ethyl cellulose containing between 0.3 and 0.5 methyl groups and between 0.8 and 1.0 ethyl groups per glucose unit of cellulose and having a viscosity approximately 10 centipoises in 1% solution in water at 20 C.
- the water-soluble alkali metal salt of carboxy-methyl cellulose is a water-soluble sodium salt of carboxy-methyl cellulose having between 0.3 and 0.8 sodium carboxy-methyl groups per glucose unit of cellulose and a viscosity of about 75 centipoises in a 1% solution in water at 20 C.
- the cellulose ethers used are a water-soluble methyl ethyl cellulose containing 0.4 methyl groups and 0.9 ethyl groups per glucose unit of cellulose, having a viscosity of approximately 10 centipoises in 1% solution in water at 20 C., and a Water soluble sodium salt of carboxy-methyl cellulose having A5 sodium carboxy-methyl groups per glucose unit of cellulose, and a viscosity of about '75 centipoises in a 1% solution in water at 20 C.
- the substance emulsified is cod liver oil.
- the aqueous phase contains 0.75% of the above methyl ethyl cellulose, and 2.25% of the above sodium salt of carboxy-methyl cellulose and 97% Water.
- the proportion of cod liver oil to water is 1:3, and the emulsion is made by high speed stirring. It forms easily and there is practically no frothing. After 28 days storage there is no change in the appearance of the emulsion.
- An emulsion made with a 3% solution of the sodium salt of the carboxy-methyl cellulose alone breaks in less than one day.
- Example II The cellulose ethers are the same as those used in Example I, and they are used in the same proportions and concentration in the aqueous phase.
- the substance emulsified is cotton seed oil, and the proportion of oil. to water is 1:5 by weight.
- An excellent emulsion is obtained without frothing and no creaming occurs after 28 days storage.
- Example III The cellulose ethers are the same as those used in Example I, and they are used in the same proportions and concentration in the aqueous phase.
- the substance emulsified is a mineral oil of long chain liquid aliphatic hydrocarbon character and the proportion of the water to the aqueous phase is 1:1 by weight.
- An excellent emulsion which does not cream after 28 days storage is obtained without frothing on high speed stirring. 1
- An excellent emulsion is also obtained when the proportion of oil to water is increased to 3:2.
- a 3% solution of the methyl ethyl cellulose alone frothing is encountered during the formation of the emulsions, and the emulsion in which the proportion of oil to water is 1:1 creams somewhat after 28 days storage.
- Example IV The cellulose ethers are the same as in Example I and are used in the same proportions and amounts in the aqueous phase.
- Ihe substance emulsified is tallow.
- the tallow is melted by heating to 40 C. and mixed with three times its weight of an aqueous solution containing the two cellulose ethers, heated to the same temperature, with high speed stirring. At this temperature the methyl ethyl cellulose remains in solution, and the stirring is continued at falling temperature until the dispersed tallow particles have become solid again.
- the resulting dispersion is then passed through a homogeniser.
- the emulsiiication of the molten tallow takes place without appreciable frothing and when cold the dispersion remains stable for at least 28 days.
- Example V The same procedure is adopted as in Example I except that the water-soluble methyl e'thylfcellulose is replaced by the same quantity of a water-soluble methyl glycol cellulose containing 1.5 methyl groups and .25 hydroxy ethyl groups per glucose unit of cellulose.
- Example VI The same procedure is adopted as in Example 11 except that the water-soluble methyl ethyl cellulose is replaced by the same quantity of a water-soluble methyl cellulose containing 1.5 methyl groups per glucose unit of cellulose.
- An aqueous emulsion wherein the aqueous phase constitutes the dispersion medium and the dispersed phase is comprised of a Water-insoluble long chain aliphatic substance selected from the group consisting of oils, fats and waxes, the emulsion containing a minor proportion of a water-soluble methyl ether of cellulose in a concentration insuflicient by itself to give effective emulsification of said water-insoluble substance and a major proportion of a water-soluble alkali metal salt of carboxy-methyl cellulose having substantially higher viscosity characteristics than said methyl ether.
- a Water-insoluble long chain aliphatic substance selected from the group consisting of oils, fats and waxes
- aqueous emulsion as claimed in claim 1 wherein the water-soluble methyl ether of cellulose is a water-soluble methyl ethyl cellulose containing between 0.3 and 0.5 methyl groups and between 0.8 and 1.0 ethyl groups per glucose unit of cellulose and having a viscosity of approximately 10 centipoises in a 1% solution in water at 20 C.
Description
Patented Apr. 24, 1951 AQUEOUS EMULSION AND A PROCESS OF MAKING IT Andrew J. Watters, West Kilbride, and David M. Shepherd, Stevenston, Scotland, assignors to Imperial Chemical Industries Limited, a corporation of Great Britain No Drawing. Application January 12, 1948, Se-
rial No. 1,906. In Great Britain January 17;
7 Claims.
The present invention relates to improvements in the production of aqueous emulsions of the kind wherein the aqueous phase constitutes the dispersion medium and the disperse phase comprises a water insoluble aliphatic substance of long chain molecular structure, if desired or necessary in solution in a water insoluble organic solvent. The disperse phase may accordingly comprise an oil of long chain aliphatic hydrocarbon or ester structure or a fat, or a wax of said structure, dissolved in a water insoluble organic solvent. The invention is, however, also applicable to the production of dispersions resulting from the cooling and storage of emulsions made in accordance with the invention at raised temperatures with molten fats and Waxes of suitably low melting characteristics e. g. tallow lard or margarine fats, in which dispersions the disperse phase 'is in more or less completely solid state.
The water soluble methyl ethers of cellulosic compounds e. g. water-soluble methyl cellulose, methyl ethyl celluloses and methyl hydroxyethyl celluloses are soluble in cold water and are precipitated from solution in water at more or less raised temperatures, but it is known that in aqueous solution they are excellent emulsifying agents for oils and fats and have found employment for this purpose. Their stable nature, freedom from colour and odour, and non-toxic properties render them especially desirable for use in the production of emulsions for medicinal and alimentary purposes. Owing to the manner of their manufacture the water soluble methyl ethers of cellulosic compounds are in general of fairly low viscosity characteristics, and in order to avoid the introduction of substantial frothing it is usually desirable to employ aqueous solutions of not less than about concentration of the methyl ether of the cellulosic compound. The water-soluble alkali metal salts of carboxy methyl cellulose are also odourless non-toxic substances and are soluble in water up to the boiling point. They are however poor emulsifying agents for substances of aliphatic long chain molecular structure, and the fact that they are salts of organic acids to some extent renders their solutions liable to change in properties with pH.
We have made the remarkable discovery that in conjunction with a minor proportion of a watersoluble methyl ether of a cellulosic compound in aqueous solution in a concentration insufiicient of itself to give effective emulsification of a water insoluble aliphatic substance of long chain aliphatic structure, the use of a major proportion of a Water-soluble alkali metal salt of carboxymethyl cellulose having substantially higher viscosity characteristics than said methyl ether confers on the aqueous solution an emulsifying efficiency approaching or even exceeding that of a solution of the methyl ether of the same total cellulose ether concentration, and enables the emulsion to be made without any substantial frothing.
According to the present invention, therefore, the process for the production of aqueous emulsions of the kind wherein the aqueous phase constitutes the dispersion medium and the disperse phase comprises a water-insoluble aliphatic substance of long chain molecular structure comprises employing as the emulsifying agent a minor proportion of a water-soluble methyl ether of a cellulosic compound in a concentration insufiicient of itself to give effective emulsification of the said water-insoluble aliphatic substance and a major proportion of a water-soluble alkali metal salt of carboxy-methyl cellulose having substantially higher viscosity characteristics than said methyl ether.
Thus if there is used a methyl ethyl cellulose whose viscosity in 1% solution in water at 20 C. is about 10 centipoises, the viscosity of the water soluble sodium salt of carboxymethyl cellulose in 1% solution at 20 C. may advantageously be about 50 to or more centipoises. The proportion by weight of alkali metal salt of carboxymethyl cellulose to the methyl ether of the cellulosic compound may advantageously be about 3 to 1. The actual concentrations of the two cellulose ethers employed to make the emulsion may vary somewhat, but usually it will be possible to employ solutions having a total cellulose ether content below 5%. Moreover, it is often possible to form the emulsion without the use of any special homogenisation apparatus, e. g. by simple high speed stirring. According to the invention, it is often possible to obtain emulsions less liable to creaming than when the emulsion is made with a methyl ether of a cellulosic compound alone, at the same total cellulose ether concentration.
By the term water-soluble methyl ether of a cellulosic compound is included a water-soluble methyl ethyl ether of cellulose, a water-soluble methyl ether of cellulose, and a water-soluble methyl hydroxy ethyl ether of cellulose.
Preferably the water-soluble methyl ether of a cellulosic compound is a water-soluble methyl ethyl cellulose containing between 0.3 and 0.5 methyl groups and between 0.8 and 1.0 ethyl groups per glucose unit of cellulose and having a viscosity approximately 10 centipoises in 1% solution in water at 20 C.
Preferably the water-soluble alkali metal salt of carboxy-methyl cellulose is a water-soluble sodium salt of carboxy-methyl cellulose having between 0.3 and 0.8 sodium carboxy-methyl groups per glucose unit of cellulose and a viscosity of about 75 centipoises in a 1% solution in water at 20 C.
I Ezrample I The cellulose ethers used are a water-soluble methyl ethyl cellulose containing 0.4 methyl groups and 0.9 ethyl groups per glucose unit of cellulose, having a viscosity of approximately 10 centipoises in 1% solution in water at 20 C., and a Water soluble sodium salt of carboxy-methyl cellulose having A5 sodium carboxy-methyl groups per glucose unit of cellulose, and a viscosity of about '75 centipoises in a 1% solution in water at 20 C. The substance emulsified is cod liver oil. In forming the emulsion the aqueous phase contains 0.75% of the above methyl ethyl cellulose, and 2.25% of the above sodium salt of carboxy-methyl cellulose and 97% Water. The proportion of cod liver oil to water is 1:3, and the emulsion is made by high speed stirring. It forms easily and there is practically no frothing. After 28 days storage there is no change in the appearance of the emulsion. The emulsion made in similar fashion using a 3% solution of the methyl ethyl cellulose containing none of the sodium salt of the carboxy-methyl cellulose foams heavily while it is being made, and there is marked creaming after 28 days storage. An emulsion made with a 3% solution of the sodium salt of the carboxy-methyl cellulose alone breaks in less than one day.
Example II The cellulose ethers are the same as those used in Example I, and they are used in the same proportions and concentration in the aqueous phase. The substance emulsified is cotton seed oil, and the proportion of oil. to water is 1:5 by weight. An excellent emulsion is obtained without frothing and no creaming occurs after 28 days storage. An emulsion similarly formed using a 3% solution of the methyl ethyl cellulose creams somewhat after 28 days storage and its formation is attended by much frothing. It is not possible to maintain an emulsion of cotton seed oil using a 3% solution of the sodium salt of carboxy methyl cellulose alone for more than a few days.
Example III The cellulose ethers are the same as those used in Example I, and they are used in the same proportions and concentration in the aqueous phase. The substance emulsified is a mineral oil of long chain liquid aliphatic hydrocarbon character and the proportion of the water to the aqueous phase is 1:1 by weight. An excellent emulsion which does not cream after 28 days storage is obtained without frothing on high speed stirring. 1 An excellent emulsion is also obtained when the proportion of oil to water is increased to 3:2. When there isused a 3% solution of the methyl ethyl cellulose alone, frothing is encountered during the formation of the emulsions, and the emulsion in which the proportion of oil to water is 1:1 creams somewhat after 28 days storage.
Example IV The cellulose ethers are the same as in Example I and are used in the same proportions and amounts in the aqueous phase. Ihe substance emulsified is tallow. The tallow is melted by heating to 40 C. and mixed with three times its weight of an aqueous solution containing the two cellulose ethers, heated to the same temperature, with high speed stirring. At this temperature the methyl ethyl cellulose remains in solution, and the stirring is continued at falling temperature until the dispersed tallow particles have become solid again. The resulting dispersion is then passed through a homogeniser.
The emulsiiication of the molten tallow takes place without appreciable frothing and when cold the dispersion remains stable for at least 28 days.
a the emulsion is attended by considerable frothing.
A 3% solution of the sodium salt of carboxy methyl cellulose alone fails to disperse the tallow.
Example V The same procedure is adopted as in Example I except that the water-soluble methyl e'thylfcellulose is replaced by the same quantity of a water-soluble methyl glycol cellulose containing 1.5 methyl groups and .25 hydroxy ethyl groups per glucose unit of cellulose.
Example VI The same procedure is adopted as in Example 11 except that the water-soluble methyl ethyl cellulose is replaced by the same quantity of a water-soluble methyl cellulose containing 1.5 methyl groups per glucose unit of cellulose.
We claim:
1. An aqueous emulsion wherein the aqueous phase constitutes the dispersion medium and the dispersed phase is comprised of a Water-insoluble long chain aliphatic substance selected from the group consisting of oils, fats and waxes, the emulsion containing a minor proportion of a water-soluble methyl ether of cellulose in a concentration insuflicient by itself to give effective emulsification of said water-insoluble substance and a major proportion of a water-soluble alkali metal salt of carboxy-methyl cellulose having substantially higher viscosity characteristics than said methyl ether.
2. An aqueous emulsion as claimed in claim 1 wherein the proportion by weight of the alkali metal salt of carboxy-methyl cellulose to the methyl ether of cellulose is 3 to l.
3. An aqueous emulsion as claimed in claim 1 wherein the total concentration of the two cellulosic ethers in the aqueous solutions employed to make the emulsions is below 5%.
4. An aqueous emulsion as claimed in claim 1 wherein the water-soluble methyl ether of cellulose is a water-soluble methyl ethyl cellulose containing between 0.3 and 0.5 methyl groups and between 0.8 and 1.0 ethyl groups per glucose unit of cellulose and having a viscosity of approximately 10 centipoises in a 1% solution in water at 20 C. a
5. An aqueous emulsion as claimed in claim .1 wherein the'water-soluble alkali metal salt of carboxy-methyl cellulose is a water-soluble sodium salt of carboxy-methyl cellulose having between 0.3 and 0.8 sodium carboxy-methyl groups per glucose unit of cellulose and a viscosity-of about 75 centipoises in a 1% solution in water at 20 C.
6. A process for the production of aqueous emulsions of the kind wherein the aqueous phase constitutes the dispersion medium and the disperse phase comprises a water-insoluble long chain aliphatic substance selected from the group consisting of oils, fats and waxes, which comprises emulsifying said water-insoluble substance in an aqueous solution containing a minor proportion of a water-soluble methyl ether of cellulose in a concentration insuificient by itself to give efiective emulsification of said waterinsoluble substance and a major proportion of a water-soluble alkali metal salt of carboxy-methyl cellulose having substantially higher viscosity characteristics than said methyl ether.
7. A process as claimed in claim 6 wherein the emulsion is formed by high speed stirring.
ANDREW J. WA'I'IERS. DAVID M. SHEPHERD.
8 REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS Number Name Date 1,970,572 Murray Aug. 21, 1934 2,111,402 Muller Mar. 15, 1938 2,245,499 Reichel et al June 10, 1941 2,340,072 Medl Jan. 25, 1944 2,372,756 Auer Apr. 3, 1945 FOREIGN PATENTS Number Country Date 328,934 Great Britain Apr. 25, 1930 330,897 Great Britain June 16, 1930 351,444 Great Britain June 19, 1931 OTHER REFERENCES Heaton: Outlines of Paint Technology, 3rd edition (1947), page 392.
Claims (1)
1. AN AQUEOUS EMULSION WHEREIN THE AQUEOUS PHASE CONSTITUTES THE DISPERSION MEDIUM AND THE DISPERSED PHASE IS COMPRISED OF A WATER-INSOLUBLE LONG CHAIN ALIPHATIC SUBSTANCE SELECTED FROM THE GROUP CONSISTING OF OILS, FATS AND WAXES, THE EMULSION CONTAINING A MINOR PROPORTION OF A WATER-SOLUBLE METHYL ETHER OF CELLULOSE IN A CONCENTRATION INSUFFICIENT BY ITSELF TO GIVE EFFECTIVE EMULSIFICATION OF SAID WATER-INSOLUBLE SUBSTANCE AND A MAJOR PROPORTION OF A WATER-SOLUBLE ALKALI METAL SALT OF CARBOXY-METHYL CELLULOSE HAVING SUBSTANTIALLY HIGHER VISCOSITY CHARACTERISTICS THAN SAID METHYL ETHER.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1615/47A GB621188A (en) | 1947-01-17 | 1947-01-17 | Improvements in or relating to the manufacture of aqueous emulsions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2550211A true US2550211A (en) | 1951-04-24 |
Family
ID=9725006
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US1906A Expired - Lifetime US2550211A (en) | 1947-01-17 | 1948-01-12 | Aqueous emulsion and a process of making it |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US2550211A (en) |
| GB (1) | GB621188A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2670332A (en) * | 1951-08-21 | 1954-02-23 | American Bitumuls & Asphalt Co | Oil-in-water coal tar emulsion and process of making it |
| US2762680A (en) * | 1952-10-02 | 1956-09-11 | Celanese Corp | Production of inhibitor gel compositions |
| US2778740A (en) * | 1953-12-14 | 1957-01-22 | Sherwin Williams Co | Emulsion paint |
| US2870043A (en) * | 1954-06-03 | 1959-01-20 | Du Pont | Printable polyethylene film |
| US3442676A (en) * | 1965-12-29 | 1969-05-06 | Fmc Corp | Method of preparing a stable wax dispersion using beta-1,4 glucan |
| US4798682A (en) * | 1985-06-18 | 1989-01-17 | Henkel Kommanditgesellschaft Auf Aktien | Oil-in-water emulsions with increased viscosity under shear stress |
| US5827452A (en) * | 1995-09-02 | 1998-10-27 | Eastman Kodak Company | Method of forming photographic dispersion |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL100779C (en) * | 1958-02-20 | |||
| US3432319A (en) * | 1966-10-10 | 1969-03-11 | Mobil Oil Corp | Wax emulsions stabilized with a methyl cellulose ether |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB328934A (en) * | 1928-10-25 | 1930-04-25 | George Parker Davies | Improvements in and relating to cellulose esters or ethers and their uses |
| GB330897A (en) * | 1929-03-16 | 1930-06-16 | Ig Farbenindustrie Ag | Improvements in the preparation of coatings |
| GB351444A (en) * | 1929-12-19 | 1931-06-19 | Du Pont | Improvements in and relating to the preparation of aqueous emulsions of cellulose derivatives |
| US1970572A (en) * | 1928-10-16 | 1934-08-21 | Du Pont | Aqueous emulsion |
| US2111402A (en) * | 1933-09-28 | 1938-03-15 | Muller Adalbert | Production of emulsions |
| US2245499A (en) * | 1939-06-07 | 1941-06-10 | Sylvania Ind Corp | Cellulose derivative, wax emulsion for coating wrapping materials |
| US2340072A (en) * | 1942-06-15 | 1944-01-25 | Hercules Powder Co Ltd | Solution of water-soluble cellulose ethers |
| US2372756A (en) * | 1942-12-16 | 1945-04-03 | Ridbo Lab Inc | Water-in-moil emulsions |
-
1947
- 1947-01-17 GB GB1615/47A patent/GB621188A/en not_active Expired
-
1948
- 1948-01-12 US US1906A patent/US2550211A/en not_active Expired - Lifetime
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1970572A (en) * | 1928-10-16 | 1934-08-21 | Du Pont | Aqueous emulsion |
| GB328934A (en) * | 1928-10-25 | 1930-04-25 | George Parker Davies | Improvements in and relating to cellulose esters or ethers and their uses |
| GB330897A (en) * | 1929-03-16 | 1930-06-16 | Ig Farbenindustrie Ag | Improvements in the preparation of coatings |
| GB351444A (en) * | 1929-12-19 | 1931-06-19 | Du Pont | Improvements in and relating to the preparation of aqueous emulsions of cellulose derivatives |
| US2111402A (en) * | 1933-09-28 | 1938-03-15 | Muller Adalbert | Production of emulsions |
| US2245499A (en) * | 1939-06-07 | 1941-06-10 | Sylvania Ind Corp | Cellulose derivative, wax emulsion for coating wrapping materials |
| US2340072A (en) * | 1942-06-15 | 1944-01-25 | Hercules Powder Co Ltd | Solution of water-soluble cellulose ethers |
| US2372756A (en) * | 1942-12-16 | 1945-04-03 | Ridbo Lab Inc | Water-in-moil emulsions |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2670332A (en) * | 1951-08-21 | 1954-02-23 | American Bitumuls & Asphalt Co | Oil-in-water coal tar emulsion and process of making it |
| US2762680A (en) * | 1952-10-02 | 1956-09-11 | Celanese Corp | Production of inhibitor gel compositions |
| US2778740A (en) * | 1953-12-14 | 1957-01-22 | Sherwin Williams Co | Emulsion paint |
| US2870043A (en) * | 1954-06-03 | 1959-01-20 | Du Pont | Printable polyethylene film |
| US3442676A (en) * | 1965-12-29 | 1969-05-06 | Fmc Corp | Method of preparing a stable wax dispersion using beta-1,4 glucan |
| US4798682A (en) * | 1985-06-18 | 1989-01-17 | Henkel Kommanditgesellschaft Auf Aktien | Oil-in-water emulsions with increased viscosity under shear stress |
| US5827452A (en) * | 1995-09-02 | 1998-10-27 | Eastman Kodak Company | Method of forming photographic dispersion |
Also Published As
| Publication number | Publication date |
|---|---|
| GB621188A (en) | 1949-04-05 |
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